Synthesis of triphenylene-based triptycenes via Suzuki-Miyaura cross-coupling and subsequent Scholl reaction

A two-step method (Suzuki-Miyaura cross-coupling, followed by Scholl oxidation) to triphenylene-based triptycenes is described, rendering a variety of π-extended triptycenes accessible in high yields and without the necessity of column chromatography purification. The versatility of this reaction ha...

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Bibliographic Details
Main Authors: Reinhard, Dennis (Author) , Rominger, Frank (Author) , Mastalerz, Michael (Author)
Format: Article (Journal)
Language:English
Published: August 20, 2015
In: The journal of organic chemistry
Year: 2015, Volume: 80, Issue: 18, Pages: 9342-9348
ISSN:1520-6904
DOI:10.1021/acs.joc.5b01520
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/acs.joc.5b01520
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Author Notes:Dennis Reinhard, Frank Rominger, and Michael Mastalerz (Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg)
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Summary:A two-step method (Suzuki-Miyaura cross-coupling, followed by Scholl oxidation) to triphenylene-based triptycenes is described, rendering a variety of π-extended triptycenes accessible in high yields and without the necessity of column chromatography purification. The versatility of this reaction has been demonstrated in the synthesis of a supertriptycene in only four steps and high yields.
Item Description:Gesehen am 17.06.2020
Physical Description:Online Resource
ISSN:1520-6904
DOI:10.1021/acs.joc.5b01520